Natural Product: NPC202776

Natural Product ID:  NPC202776
Common Name:   Psammaplin B
IUPAC Name:   2-[[(2E)-3-(3-bromo-4-hydroxyphenyl)-2-hydroxyiminopropanoyl]amino]ethyl thiocyanate
Synonyms:  
Molecular Formula:   C12H12BrN3O3S
Standard InCHIKey:  SVGNIFACXZRQJR-MHWRWJLKSA-N
Standard InCHI:  InChI=1S/C12H12BrN3O3S/c13-9-5-8(1-2-11(9)17)6-10(16-19)12(18)15-3-4-20-7-14/h1-2,5,17,19H,3-4,6H2,(H,15,18)/b16-10+
Canonical SMILES:  N#CSCCN=C(/C(=N/O)/Cc1ccc(c(c1)Br)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33335 Jaspis sp. Species Ancorinidae Eukaryota PMID[18990572]
NPO33362 Poecillastra sp. Species Vulcanellidae Eukaryota PMID[18990572]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT146 Cell Line SK-OV-3 Homo sapiens EC50 = 9.27 ug/ml 23000294
NPT81 Cell Line A549 Homo sapiens EC50 = 12.84 ug/ml 24075143
NPT574 Cell Line XF498 Homo sapiens EC50 = 10.92 ug/ml 24177359
NPT148 Cell Line HCT-15 Homo sapiens EC50 > 30 ug/ml 23398362
NPT147 Cell Line SK-MEL-2 Homo sapiens EC50 = 19.43 ug/ml 23398362

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC202776 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9444 High Similarity NPC184465
0.9213 High Similarity NPC166624
0.9141 High Similarity NPC163810
0.907 High Similarity NPC71888
0.907 High Similarity NPC120114
0.8931 High Similarity NPC309667
0.8647 High Similarity NPC475132
0.8647 High Similarity NPC474587
0.8615 High Similarity NPC474091
0.8582 High Similarity NPC475293
0.855 High Similarity NPC475735
0.8485 Intermediate Similarity NPC474753
0.8298 Intermediate Similarity NPC20755
0.8175 Intermediate Similarity NPC197045
0.8 Intermediate Similarity NPC474128
0.7868 Intermediate Similarity NPC473724
0.78 Intermediate Similarity NPC123848
0.7717 Intermediate Similarity NPC59387
0.76 Intermediate Similarity NPC471495
0.7517 Intermediate Similarity NPC475432
0.748 Intermediate Similarity NPC473358
0.7434 Intermediate Similarity NPC473738
0.741 Intermediate Similarity NPC99280
0.7388 Intermediate Similarity NPC324702
0.7385 Intermediate Similarity NPC115803
0.7339 Intermediate Similarity NPC178902
0.7333 Intermediate Similarity NPC258222
0.7302 Intermediate Similarity NPC231705
0.7295 Intermediate Similarity NPC107619
0.7266 Intermediate Similarity NPC258056
0.7266 Intermediate Similarity NPC54543
0.7252 Intermediate Similarity NPC118202
0.7209 Intermediate Similarity NPC474149
0.7203 Intermediate Similarity NPC303993
0.7197 Intermediate Similarity NPC317254
0.7188 Intermediate Similarity NPC153690
0.7185 Intermediate Similarity NPC112823
0.7176 Intermediate Similarity NPC309808
0.7163 Intermediate Similarity NPC474087
0.7143 Intermediate Similarity NPC82963
0.7143 Intermediate Similarity NPC156311
0.7132 Intermediate Similarity NPC86966
0.7109 Intermediate Similarity NPC142297
0.7105 Intermediate Similarity NPC109968
0.7091 Intermediate Similarity NPC152205
0.7091 Intermediate Similarity NPC475283
0.709 Intermediate Similarity NPC38458
0.709 Intermediate Similarity NPC311737
0.7055 Intermediate Similarity NPC213471
0.7054 Intermediate Similarity NPC96224
0.7054 Intermediate Similarity NPC24101
0.7 Intermediate Similarity NPC473372
0.6985 Remote Similarity NPC283760
0.696 Remote Similarity NPC275104
0.6947 Remote Similarity NPC471487
0.6923 Remote Similarity NPC474536
0.6918 Remote Similarity NPC470471
0.6897 Remote Similarity NPC243404
0.6866 Remote Similarity NPC94217
0.6866 Remote Similarity NPC142599
0.6861 Remote Similarity NPC38483
0.6839 Remote Similarity NPC47672
0.6835 Remote Similarity NPC136543
0.6835 Remote Similarity NPC7830
0.6824 Remote Similarity NPC470470
0.6821 Remote Similarity NPC78530
0.6791 Remote Similarity NPC471488
0.6788 Remote Similarity NPC225130
0.6786 Remote Similarity NPC296202
0.6772 Remote Similarity NPC155847
0.6772 Remote Similarity NPC289381
0.6747 Remote Similarity NPC469979
0.6739 Remote Similarity NPC319950
0.6739 Remote Similarity NPC117759
0.6739 Remote Similarity NPC268572
0.6714 Remote Similarity NPC27581
0.6711 Remote Similarity NPC135349
0.6709 Remote Similarity NPC233926
0.6707 Remote Similarity NPC298981
0.6707 Remote Similarity NPC207819
0.6707 Remote Similarity NPC126128
0.6707 Remote Similarity NPC110454
0.6707 Remote Similarity NPC473462
0.6694 Remote Similarity NPC23167
0.6693 Remote Similarity NPC125732
0.6691 Remote Similarity NPC180207
0.669 Remote Similarity NPC213414
0.6667 Remote Similarity NPC76400
0.6667 Remote Similarity NPC33244
0.6667 Remote Similarity NPC300017
0.6667 Remote Similarity NPC290534
0.6667 Remote Similarity NPC175313
0.6647 Remote Similarity NPC226001
0.6643 Remote Similarity NPC471486
0.6642 Remote Similarity NPC166837
0.6642 Remote Similarity NPC227553
0.6642 Remote Similarity NPC163674
0.6642 Remote Similarity NPC79844
0.6639 Remote Similarity NPC25493
0.6639 Remote Similarity NPC113460
0.6613 Remote Similarity NPC45040
0.6612 Remote Similarity NPC197783
0.6601 Remote Similarity NPC470472
0.6599 Remote Similarity NPC158078
0.6596 Remote Similarity NPC474862
0.6594 Remote Similarity NPC283468
0.6588 Remote Similarity NPC301941
0.6588 Remote Similarity NPC214188
0.6588 Remote Similarity NPC74618
0.6585 Remote Similarity NPC258219
0.6585 Remote Similarity NPC177420
0.6585 Remote Similarity NPC123273
0.6585 Remote Similarity NPC242240
0.6585 Remote Similarity NPC318325
0.6585 Remote Similarity NPC280347
0.6583 Remote Similarity NPC265146
0.6573 Remote Similarity NPC137117
0.6569 Remote Similarity NPC37302
0.656 Remote Similarity NPC325292
0.656 Remote Similarity NPC138117
0.6552 Remote Similarity NPC78061
0.6552 Remote Similarity NPC159987
0.6552 Remote Similarity NPC122359
0.6549 Remote Similarity NPC229213
0.6547 Remote Similarity NPC122009
0.6532 Remote Similarity NPC144823
0.6532 Remote Similarity NPC151764
0.6532 Remote Similarity NPC55561
0.6529 Remote Similarity NPC248817
0.6528 Remote Similarity NPC220311
0.6525 Remote Similarity NPC284078
0.6508 Remote Similarity NPC151715
0.6508 Remote Similarity NPC128062
0.6507 Remote Similarity NPC150929
0.6507 Remote Similarity NPC325651
0.6504 Remote Similarity NPC104216
0.6503 Remote Similarity NPC105999
0.6503 Remote Similarity NPC473572
0.6503 Remote Similarity NPC474169
0.65 Remote Similarity NPC43275
0.6497 Remote Similarity NPC76412
0.6493 Remote Similarity NPC145638
0.6493 Remote Similarity NPC316052
0.6493 Remote Similarity NPC290566
0.649 Remote Similarity NPC474673
0.6484 Remote Similarity NPC315921
0.648 Remote Similarity NPC304541
0.6475 Remote Similarity NPC155393
0.6474 Remote Similarity NPC49172
0.6463 Remote Similarity NPC478071
0.6457 Remote Similarity NPC274678
0.6457 Remote Similarity NPC313650
0.6457 Remote Similarity NPC26244
0.6446 Remote Similarity NPC124436
0.6433 Remote Similarity NPC475396
0.6429 Remote Similarity NPC5932
0.6423 Remote Similarity NPC307235
0.6423 Remote Similarity NPC407
0.6423 Remote Similarity NPC184169
0.6419 Remote Similarity NPC11449
0.6419 Remote Similarity NPC326966
0.6419 Remote Similarity NPC275538
0.6418 Remote Similarity NPC309982
0.6414 Remote Similarity NPC142776
0.6414 Remote Similarity NPC476249
0.6414 Remote Similarity NPC110131
0.6412 Remote Similarity NPC68055
0.6412 Remote Similarity NPC475615
0.6406 Remote Similarity NPC33168
0.6406 Remote Similarity NPC473388
0.64 Remote Similarity NPC82741
0.64 Remote Similarity NPC470951
0.64 Remote Similarity NPC141405
0.64 Remote Similarity NPC473409
0.64 Remote Similarity NPC300478
0.6395 Remote Similarity NPC271808
0.6395 Remote Similarity NPC478147
0.6385 Remote Similarity NPC29601
0.6378 Remote Similarity NPC27323
0.6378 Remote Similarity NPC316301
0.6376 Remote Similarity NPC244866
0.6371 Remote Similarity NPC27974
0.6364 Remote Similarity NPC142577
0.6358 Remote Similarity NPC64205
0.6358 Remote Similarity NPC6570
0.6357 Remote Similarity NPC109955
0.6357 Remote Similarity NPC260000
0.6351 Remote Similarity NPC474614
0.635 Remote Similarity NPC146422
0.6349 Remote Similarity NPC204210
0.6349 Remote Similarity NPC265521
0.6349 Remote Similarity NPC270547
0.6349 Remote Similarity NPC155908
0.6345 Remote Similarity NPC272463
0.6343 Remote Similarity NPC473892
0.6343 Remote Similarity NPC475658
0.6343 Remote Similarity NPC471591
0.6341 Remote Similarity NPC252149
0.6341 Remote Similarity NPC198747
0.6338 Remote Similarity NPC474146

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC202776 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7163 Intermediate Similarity NPD1223 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD3143 Discontinued
0.7007 Intermediate Similarity NPD3421 Phase 3
0.6939 Remote Similarity NPD6866 Clinical (unspecified phase)
0.6939 Remote Similarity NPD6867 Clinical (unspecified phase)
0.6923 Remote Similarity NPD9718 Approved
0.6744 Remote Similarity NPD9608 Approved
0.6744 Remote Similarity NPD9610 Approved
0.6738 Remote Similarity NPD3676 Clinical (unspecified phase)
0.6711 Remote Similarity NPD1169 Approved
0.6621 Remote Similarity NPD682 Discontinued
0.6618 Remote Similarity NPD475 Phase 2
0.6597 Remote Similarity NPD7451 Discontinued
0.6593 Remote Similarity NPD821 Approved
0.6554 Remote Similarity NPD468 Phase 1
0.6549 Remote Similarity NPD3070 Discontinued
0.6508 Remote Similarity NPD2933 Approved
0.6508 Remote Similarity NPD2934 Approved
0.6497 Remote Similarity NPD2184 Approved
0.6497 Remote Similarity NPD7303 Discontinued
0.6497 Remote Similarity NPD2183 Approved
0.6493 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6486 Remote Similarity NPD3058 Clinical (unspecified phase)
0.6484 Remote Similarity NPD9273 Approved
0.6463 Remote Similarity NPD3136 Phase 2
0.6457 Remote Similarity NPD2859 Approved
0.6457 Remote Similarity NPD2860 Approved
0.6446 Remote Similarity NPD111 Approved
0.6444 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6434 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1759 Phase 1
0.6423 Remote Similarity NPD2228 Approved
0.6423 Remote Similarity NPD2229 Approved
0.6423 Remote Similarity NPD2234 Approved
0.6391 Remote Similarity NPD1444 Approved
0.6391 Remote Similarity NPD1445 Approved
0.6378 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6376 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6357 Remote Similarity NPD1758 Phase 1
0.6357 Remote Similarity NPD318 Approved
0.6357 Remote Similarity NPD317 Approved
0.6351 Remote Similarity NPD2372 Approved
0.635 Remote Similarity NPD9377 Approved
0.635 Remote Similarity NPD9379 Approved
0.6349 Remote Similarity NPD159 Clinical (unspecified phase)
0.6329 Remote Similarity NPD4739 Approved
0.6308 Remote Similarity NPD3020 Approved
0.6289 Remote Similarity NPD6390 Discontinued
0.6286 Remote Similarity NPD9568 Approved
0.6275 Remote Similarity NPD3846 Clinical (unspecified phase)
0.6268 Remote Similarity NPD4235 Clinical (unspecified phase)
0.625 Remote Similarity NPD1792 Phase 2
0.625 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6241 Remote Similarity NPD856 Approved
0.6241 Remote Similarity NPD16 Approved
0.6241 Remote Similarity NPD9244 Approved
0.6216 Remote Similarity NPD4212 Discontinued
0.6212 Remote Similarity NPD846 Approved
0.6212 Remote Similarity NPD940 Approved
0.6197 Remote Similarity NPD5304 Approved
0.6197 Remote Similarity NPD5303 Approved
0.619 Remote Similarity NPD1770 Clinical (unspecified phase)
0.6164 Remote Similarity NPD6682 Clinical (unspecified phase)
0.6159 Remote Similarity NPD2674 Phase 3
0.6143 Remote Similarity NPD9618 Approved
0.6143 Remote Similarity NPD9614 Approved
0.6129 Remote Similarity NPD7450 Phase 2
0.6111 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6108 Remote Similarity NPD2098 Approved
0.6099 Remote Similarity NPD256 Approved
0.6099 Remote Similarity NPD255 Approved
0.6098 Remote Similarity NPD3796 Clinical (unspecified phase)
0.6096 Remote Similarity NPD2562 Approved
0.6096 Remote Similarity NPD2561 Approved
0.609 Remote Similarity NPD7978 Discontinued
0.609 Remote Similarity NPD1803 Phase 3
0.609 Remote Similarity NPD6809 Clinical (unspecified phase)
0.608 Remote Similarity NPD9538 Approved
0.6077 Remote Similarity NPD1809 Phase 2
0.6077 Remote Similarity NPD844 Approved
0.6069 Remote Similarity NPD1671 Clinical (unspecified phase)
0.6061 Remote Similarity NPD1067 Discontinued
0.6061 Remote Similarity NPD9712 Approved
0.6054 Remote Similarity NPD1669 Approved
0.6054 Remote Similarity NPD4659 Approved
0.6053 Remote Similarity NPD1423 Approved
0.6047 Remote Similarity NPD845 Approved
0.6042 Remote Similarity NPD4093 Discontinued
0.6031 Remote Similarity NPD288 Approved
0.6028 Remote Similarity NPD1793 Approved
0.6028 Remote Similarity NPD1791 Approved
0.6027 Remote Similarity NPD4480 Approved
0.6015 Remote Similarity NPD289 Clinical (unspecified phase)
0.6015 Remote Similarity NPD1242 Phase 1
0.6014 Remote Similarity NPD9616 Approved
0.6014 Remote Similarity NPD9613 Approved
0.6014 Remote Similarity NPD6360 Discontinued
0.6014 Remote Similarity NPD9615 Approved
0.6014 Remote Similarity NPD5311 Approved
0.6014 Remote Similarity NPD5310 Approved
0.6013 Remote Similarity NPD6346 Approved
0.6 Remote Similarity NPD2890 Approved
0.6 Remote Similarity NPD9381 Approved
0.6 Remote Similarity NPD3553 Approved
0.6 Remote Similarity NPD1751 Approved
0.6 Remote Similarity NPD1105 Clinical (unspecified phase)
0.6 Remote Similarity NPD2017 Approved
0.6 Remote Similarity NPD3554 Approved
0.6 Remote Similarity NPD2888 Approved
0.6 Remote Similarity NPD9384 Approved
0.6 Remote Similarity NPD2889 Approved
0.6 Remote Similarity NPD3552 Approved
0.6 Remote Similarity NPD3555 Approved
0.5988 Remote Similarity NPD7738 Approved
0.5988 Remote Similarity NPD7737 Approved
0.5988 Remote Similarity NPD2097 Approved
0.5988 Remote Similarity NPD7494 Clinical (unspecified phase)
0.5987 Remote Similarity NPD3144 Approved
0.5987 Remote Similarity NPD3145 Approved
0.5985 Remote Similarity NPD9711 Approved
0.5985 Remote Similarity NPD9710 Approved
0.5975 Remote Similarity NPD7066 Clinical (unspecified phase)
0.5973 Remote Similarity NPD4104 Clinical (unspecified phase)
0.5973 Remote Similarity NPD1129 Approved
0.5973 Remote Similarity NPD1133 Approved
0.5973 Remote Similarity NPD4103 Phase 2
0.5973 Remote Similarity NPD1131 Approved
0.5973 Remote Similarity NPD1135 Approved
0.5973 Remote Similarity NPD3055 Approved
0.5973 Remote Similarity NPD3053 Approved
0.5973 Remote Similarity NPD1134 Approved
0.5972 Remote Similarity NPD316 Approved
0.5972 Remote Similarity NPD2226 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4652 Approved
0.5962 Remote Similarity NPD3693 Clinical (unspecified phase)
0.5948 Remote Similarity NPD1726 Clinical (unspecified phase)
0.5946 Remote Similarity NPD3685 Discontinued
0.5946 Remote Similarity NPD9622 Approved
0.5946 Remote Similarity NPD6583 Phase 3
0.5946 Remote Similarity NPD6582 Phase 2
0.5944 Remote Similarity NPD7325 Clinical (unspecified phase)
0.5928 Remote Similarity NPD5563 Clinical (unspecified phase)
0.5912 Remote Similarity NPD4127 Clinical (unspecified phase)
0.5909 Remote Similarity NPD5837 Clinical (unspecified phase)
0.5906 Remote Similarity NPD1101 Approved
0.5906 Remote Similarity NPD9634 Clinical (unspecified phase)
0.5904 Remote Similarity NPD7438 Suspended
0.5899 Remote Similarity NPD9713 Approved
0.5899 Remote Similarity NPD3022 Approved
0.5899 Remote Similarity NPD3021 Approved
0.5896 Remote Similarity NPD4760 Clinical (unspecified phase)
0.5894 Remote Similarity NPD767 Phase 1
0.5894 Remote Similarity NPD4993 Discontinued
0.5894 Remote Similarity NPD1712 Approved
0.5891 Remote Similarity NPD530 Approved
0.589 Remote Similarity NPD4319 Phase 2
0.589 Remote Similarity NPD2667 Approved
0.589 Remote Similarity NPD2286 Discontinued
0.589 Remote Similarity NPD2668 Approved
0.5882 Remote Similarity NPD179 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6093 Discontinued
0.586 Remote Similarity NPD3152 Clinical (unspecified phase)
0.5846 Remote Similarity NPD752 Approved
0.5844 Remote Similarity NPD7477 Discontinued
0.5844 Remote Similarity NPD840 Approved
0.5844 Remote Similarity NPD839 Approved
0.5833 Remote Similarity NPD5929 Approved
0.5833 Remote Similarity NPD2157 Approved
0.5828 Remote Similarity NPD9619 Approved
0.5828 Remote Similarity NPD9621 Approved
0.5828 Remote Similarity NPD9620 Approved
0.5828 Remote Similarity NPD6584 Phase 3
0.5828 Remote Similarity NPD3985 Discontinued
0.5823 Remote Similarity NPD1725 Approved
0.5816 Remote Similarity NPD228 Approved
0.5813 Remote Similarity NPD3599 Approved
0.5811 Remote Similarity NPD5351 Clinical (unspecified phase)
0.5811 Remote Similarity NPD5350 Clinical (unspecified phase)
0.5811 Remote Similarity NPD804 Clinical (unspecified phase)
0.5806 Remote Similarity NPD1555 Discontinued
0.5802 Remote Similarity NPD6106 Discontinued
0.5802 Remote Similarity NPD1409 Phase 3
0.5802 Remote Similarity NPD1066 Discontinued
0.5789 Remote Similarity NPD3637 Approved
0.5789 Remote Similarity NPD3636 Approved
0.5789 Remote Similarity NPD3635 Approved
0.5789 Remote Similarity NPD9569 Approved
0.5789 Remote Similarity NPD2040 Clinical (unspecified phase)
0.5779 Remote Similarity NPD1039 Discontinued
0.5779 Remote Similarity NPD597 Approved
0.5779 Remote Similarity NPD598 Approved
0.5779 Remote Similarity NPD601 Approved
0.5778 Remote Similarity NPD3028 Approved
0.5775 Remote Similarity NPD2497 Approved
0.5775 Remote Similarity NPD2496 Approved
0.5772 Remote Similarity NPD5702 Clinical (unspecified phase)
0.5764 Remote Similarity NPD709 Approved
0.5758 Remote Similarity NPD7523 Phase 3
0.5758 Remote Similarity NPD1081 Clinical (unspecified phase)
0.5756 Remote Similarity NPD1411 Approved

Structure

External Identifiers

PubChem CID   21726401
ChEMBL   CHEMBL504790
ZINC  

Physicochemical Properties

Molecular Weight:  356.98
ALogP:  0.6843
MLogP:  1.9
XLogP:  1.873
# Rotatable Bonds:  10
Polar Surface Area:  134.5
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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